2,10-dichloro-12H-dibenzo[d,g][1,3]dioxocin-6-carboxylic acid | 30910-26-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2,10-dichloro-12H-dibenzo[d,g][1,3]dioxocin-6-carboxylic acid
• 英文别名: 3,7-dichloro-5H-benzo[d][1,3]benzodioxocine-11-carboxylic acid
• CAS: 30910-26-0
• 化学式: C₁₅H₁₀Cl₂O₄
• 分子量: 325.148
• InChiKey: NRFDKEMIVBHNIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,10-dichloro-12H-dibenzo[d,g][1,3]dioxocin-6-carboxylic acid 在 氯化亚砜 作用下， 反应 0.5h， 生成 2,10-Dichloro-12H-5,7-dioxa-dibenzo[a,d]cyclooctene-6-carbonyl chloride
  参考文献：
  名称：

  Synthesis and in vitro cholesteryl ester transfer protein inhibitory activity of novel esters of 2, 10-dichloro-12H-dibenzo [d,g] 1,3-dioxocin-6-carboxylic acid

  摘要：

  Novel ester derivatives of 2, 10-dichloro-12H-dibenzo [d,g] 1,3 dioxocin-6-carboxylic acid were synthesized and evaluated for their in vitro human cholesteryl ester transfer protein (CETP) inhibition. Three out of twelve synthesized compounds showed good inhibition of CETP (more than 50 %). Compound 10 showed 81.32 % inhibition of CETP at the dose of 0.5 nM whereas compound 11 showed 75.78 % inhibition when tested at the same concentration. Compound 8 and 13 also showed modest activity with 57.44 and 38.02 % inhibition. All other synthesized compounds were devoid of significant inhibitory activity against CETP. We also performed molecular docking to predict the mode of binding of all compounds at the active site of CETP. Compound 10 showed the dock score of -9.16 whereas the dock score of compound 11 was found to be -9.09.

  DOI：

  10.1007/s00044-014-1021-1
• 作为产物：
  描述：

  对氯苯酚 在 potassium carbonate 作用下， 以 异丙醇 为溶剂， 反应 93.0h， 生成 2,10-dichloro-12H-dibenzo[d,g][1,3]dioxocin-6-carboxylic acid
  参考文献：
  名称：

  Synthesis and in vitro cholesteryl ester transfer protein inhibitory activity of novel esters of 2, 10-dichloro-12H-dibenzo [d,g] 1,3-dioxocin-6-carboxylic acid

  摘要：

  Novel ester derivatives of 2, 10-dichloro-12H-dibenzo [d,g] 1,3 dioxocin-6-carboxylic acid were synthesized and evaluated for their in vitro human cholesteryl ester transfer protein (CETP) inhibition. Three out of twelve synthesized compounds showed good inhibition of CETP (more than 50 %). Compound 10 showed 81.32 % inhibition of CETP at the dose of 0.5 nM whereas compound 11 showed 75.78 % inhibition when tested at the same concentration. Compound 8 and 13 also showed modest activity with 57.44 and 38.02 % inhibition. All other synthesized compounds were devoid of significant inhibitory activity against CETP. We also performed molecular docking to predict the mode of binding of all compounds at the active site of CETP. Compound 10 showed the dock score of -9.16 whereas the dock score of compound 11 was found to be -9.09.

  DOI：

  10.1007/s00044-014-1021-1

文献信息

• Dioxocin carboxamide derivatives
  申请人：Richardson-Merrell Inc.

  公开号：US03931173A1

  公开（公告）日：1976-01-06

  Novel dioxocin carboxamide derivatives, which reduce blood lipids in warm blooded animals and are useful in the treatment of hyperlipidemic states, are represented by compounds of the following formula: ##SPC1## Wherein each Y is selected from the group consisting of hydrogen, halogen such as chlorine, bromine, fluorine or iodine, or lower alkyl of from 1 to 4 carbon atoms; n is an integer of from 1 to 3; R.sup.1 and R.sup.2 may be the same or different, and each is selected from the group consisting of hydrogen, lower alkyl of from 1 to 4 carbon atoms, benzyl, picolyl, cycloalkyl of from 3 to 6 carbon atoms, phenyl, or substituted phenyl in which case the substituents on the substituted phenyl are selected from lower alkyl of from 1 to 4 carbon atoms; or NR.sup.1 R.sup.2 taken together represent a saturated monocyclic heterocyclic group such as, pyrrolidino, piperidino, morpholino, piperazino or N-(lower alkyl)piperazino, and pharmaceutically acceptable salts of the salt forming compounds.

  这是一篇有关新颖的二氧杂环己烷羧酰胺衍生物的文章，这些衍生物可以降低温血动物的血脂，对于治疗高脂血症状态非常有用。这些衍生物的化学式如下： ##SPC1## 在这个式子中，每个 Y 可以是氢、卤素（如氯、溴、氟或碘）、或者 1 至 4 个碳原子的低级烷基；n 是 1 至 3 的整数；R1 和 R2 可以相同也可以不同，每个可以是氢、1 至 4 个碳原子的低级烷基、苄基、哌啶基、3 至 6 个碳原子的环烷基、苯基、或者取代苯基，这种情况下，取代苯基上的取代基是由 1 至 4 个碳原子的低级烷基组成的；或者 NR1R2 一起表示饱和的单环杂环基，例如吡咯烷基、哌啶基、吗啉基、哌嗪基或 N-(低级烷基)哌嗪基，以及这些盐形成化合物的药学上可接受的盐。
• US3931173A
  申请人：——

  公开号：US3931173A

  公开（公告）日：1976-01-06
• Synthesis and in vitro cholesteryl ester transfer protein inhibitory activity of novel esters of 2, 10-dichloro-12H-dibenzo [d,g] 1,3-dioxocin-6-carboxylic acid
  作者：Sirishadevi Talluri、Suvarna G. Kini、Ajit Kandale、Ganesh Kumar、Renu Ohlyan

  DOI：10.1007/s00044-014-1021-1

  日期：2014.10

  Novel ester derivatives of 2, 10-dichloro-12H-dibenzo [d,g] 1,3 dioxocin-6-carboxylic acid were synthesized and evaluated for their in vitro human cholesteryl ester transfer protein (CETP) inhibition. Three out of twelve synthesized compounds showed good inhibition of CETP (more than 50 %). Compound 10 showed 81.32 % inhibition of CETP at the dose of 0.5 nM whereas compound 11 showed 75.78 % inhibition when tested at the same concentration. Compound 8 and 13 also showed modest activity with 57.44 and 38.02 % inhibition. All other synthesized compounds were devoid of significant inhibitory activity against CETP. We also performed molecular docking to predict the mode of binding of all compounds at the active site of CETP. Compound 10 showed the dock score of -9.16 whereas the dock score of compound 11 was found to be -9.09.